Matches in SemOpenAlex for { <https://semopenalex.org/work/W2002053147> ?p ?o ?g. }
Showing items 1 to 77 of
77
with 100 items per page.
- W2002053147 abstract "The synthesis of 13 new esters of testosterone is described, with the esterifying acids bearing acetylenic, olefinic, or polyunsaturated functions in the chain, for evaluation as long-acting androgens.A program of the World Health Organization for developing long-acting esters of testosterone that would exhibit a more constant release rate and maintain testosterone levels in the normal range longer than testosterone enanthate found that these esters had a role in fertility, and gerontology. The synthesis of 13 new esters of testosterone is described, with the esterifying acids bearing acetylenic, olefinic or polyunsaturated functions in the chain, for evaluation as long-acting androgens. The nuclear magnetic resonance (NMR) images were recorded on a spectrometer. The samples were recorded in tubes using CDC13 as solvent. The NMR spectra were recorded with Perkin-Elmer instrument in CDC13, with tetramethylsilane as internal reference. Infrared spectra were measured on the same spectrometer. Mass spectra were also recorded. Thin-layer chromatography was performed on Merck silica gel and the spray reagent was iodine or vanillin. To a solution of testosterone the corresponding acid chloride was added yielding the pure ester after the usual work-up. E-5-methylhexa-2,4-dienoic (IXb), 5- phenylpenta-2-,4-dienoic (Xb), 5-phenyl-4-yn-pent-2-enoic (XIb), and non-4-en-6-ynoic acid (XIIb), were required for the synthesis. Esterification of testosterone with each of the first 12 unsaturated acids was performed by reaction with the corresponding acid chlorides in pyridine. Although the nona-2,3-dienoic acid ethyl ester was easily obtained, this compound could not be hydrolyzed to the acid (XIIIb). Hence, an alternative procedure was tried for the synthesis of the ester XIIIa, by reaction of bromoacetate of testosterone (XIVa) with triphenylphosphine to give the phosphorane (XVa). Reaction of this phosphorane (XVa) with 1-diazoheptan-2-one (XVI) led to the allenic ester (XIIIa)." @default.
- W2002053147 created "2016-06-24" @default.
- W2002053147 creator A5005824017 @default.
- W2002053147 creator A5027643515 @default.
- W2002053147 creator A5027975183 @default.
- W2002053147 creator A5032626084 @default.
- W2002053147 creator A5043750127 @default.
- W2002053147 creator A5047797313 @default.
- W2002053147 creator A5056414643 @default.
- W2002053147 creator A5065343547 @default.
- W2002053147 creator A5070396420 @default.
- W2002053147 creator A5083487166 @default.
- W2002053147 date "1990-01-01" @default.
- W2002053147 modified "2023-09-27" @default.
- W2002053147 title "Long-acting contraceptive agents: testosterone esters of unsaturated acids" @default.
- W2002053147 cites W1969730191 @default.
- W2002053147 cites W1969889452 @default.
- W2002053147 cites W2055345996 @default.
- W2002053147 cites W2148469247 @default.
- W2002053147 cites W2326494444 @default.
- W2002053147 doi "https://doi.org/10.1016/0039-128x(90)90072-j" @default.
- W2002053147 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/2309256" @default.
- W2002053147 hasPublicationYear "1990" @default.
- W2002053147 type Work @default.
- W2002053147 sameAs 2002053147 @default.
- W2002053147 citedByCount "5" @default.
- W2002053147 crossrefType "journal-article" @default.
- W2002053147 hasAuthorship W2002053147A5005824017 @default.
- W2002053147 hasAuthorship W2002053147A5027643515 @default.
- W2002053147 hasAuthorship W2002053147A5027975183 @default.
- W2002053147 hasAuthorship W2002053147A5032626084 @default.
- W2002053147 hasAuthorship W2002053147A5043750127 @default.
- W2002053147 hasAuthorship W2002053147A5047797313 @default.
- W2002053147 hasAuthorship W2002053147A5056414643 @default.
- W2002053147 hasAuthorship W2002053147A5065343547 @default.
- W2002053147 hasAuthorship W2002053147A5070396420 @default.
- W2002053147 hasAuthorship W2002053147A5083487166 @default.
- W2002053147 hasConcept C126322002 @default.
- W2002053147 hasConcept C178790620 @default.
- W2002053147 hasConcept C185592680 @default.
- W2002053147 hasConcept C190196608 @default.
- W2002053147 hasConcept C2778200147 @default.
- W2002053147 hasConcept C2779279991 @default.
- W2002053147 hasConcept C2779485729 @default.
- W2002053147 hasConcept C2779532046 @default.
- W2002053147 hasConcept C40875361 @default.
- W2002053147 hasConcept C43617362 @default.
- W2002053147 hasConcept C71924100 @default.
- W2002053147 hasConceptScore W2002053147C126322002 @default.
- W2002053147 hasConceptScore W2002053147C178790620 @default.
- W2002053147 hasConceptScore W2002053147C185592680 @default.
- W2002053147 hasConceptScore W2002053147C190196608 @default.
- W2002053147 hasConceptScore W2002053147C2778200147 @default.
- W2002053147 hasConceptScore W2002053147C2779279991 @default.
- W2002053147 hasConceptScore W2002053147C2779485729 @default.
- W2002053147 hasConceptScore W2002053147C2779532046 @default.
- W2002053147 hasConceptScore W2002053147C40875361 @default.
- W2002053147 hasConceptScore W2002053147C43617362 @default.
- W2002053147 hasConceptScore W2002053147C71924100 @default.
- W2002053147 hasLocation W20020531471 @default.
- W2002053147 hasLocation W20020531472 @default.
- W2002053147 hasOpenAccess W2002053147 @default.
- W2002053147 hasPrimaryLocation W20020531471 @default.
- W2002053147 hasRelatedWork W2008266560 @default.
- W2002053147 hasRelatedWork W2156519282 @default.
- W2002053147 hasRelatedWork W2321401971 @default.
- W2002053147 hasRelatedWork W2949710728 @default.
- W2002053147 hasRelatedWork W2950889983 @default.
- W2002053147 hasRelatedWork W2952157118 @default.
- W2002053147 hasRelatedWork W2952561289 @default.
- W2002053147 hasRelatedWork W2953073218 @default.
- W2002053147 hasRelatedWork W2953265681 @default.
- W2002053147 hasRelatedWork W3135347193 @default.
- W2002053147 isParatext "false" @default.
- W2002053147 isRetracted "false" @default.
- W2002053147 magId "2002053147" @default.
- W2002053147 workType "article" @default.